Serhiy Storchaka added the comment:

The issue is not in os.path, but in __file__ been relative path. If you change 
current work directory, __file__ is no longer valid path to source file. Things 
are even worse with zipimport. When you will archive the script in the ZIP file 
and run this ZIP file, __file__ will not be a path to the source file from the 
start.

See also issue18416.

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nosy: +brett.cannon, eric.snow, ncoghlan

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<http://bugs.python.org/issue24670>
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